蒋和雁.金鸡纳碱衍生物修饰的负载钌催化剂催化芳香酮不对称加氢[J].分子催化编辑部,2013,(2):99-106
金鸡纳碱衍生物修饰的负载钌催化剂催化芳香酮不对称加氢
Asymmetric Hydrogenation of Aromatic Ketones Catalyzed by Cinchona- and PPh3-Modified Ru/γ-Al2O3
投稿时间:2013-02-06  修订日期:2013-03-03
DOI:
中文关键词:    金鸡纳碱  芳香酮  不对称加氢
英文关键词:ruthenium  cinchona alkaloids  aromatic ketones  asymmetric hydrogenation
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作者单位E-mail
蒋和雁 重庆工商大学药物化学与化学生物学研究中心 重庆高校催化理论与应用技术市级重点实验室 orgjiang@163.com 
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中文摘要:
      以金鸡纳碱衍生物作为手性修饰剂, 研究了三苯基膦 (tpp) 稳定的1.0%Ru/γ-Al2O3 催化剂催化芳香酮多相不对称加氢, 考察了稳定剂种类、修饰剂种类、金属负载量、溶剂、碱添加剂种类等因素对不对称加氢反应的影响. 结果表明, 金鸡纳碱衍生物对1.0%Ru/γ-Al2O3/2tpp催化剂具有较好的修饰作用, 在优化反应条件下苯乙酮及其衍生物加氢反应的对映选择性达78%~98%, 2-乙酰基噻吩加氢反应的对映选择性可达80%, 2-乙酰基呋喃加氢反应的对映选择性可达75%.
英文摘要:
      The asymmetric hydrogenation of aromatic ketones catalyzed by cinchona- and PPh3-modified 1.0%Ru/γ-Al2O3 was studied. The effects of different stabilizers, different modifiers, different ruthenium content, different solvents and base additives on the asymmetric hydrogenation of aromatic ketones were investigated in detail. The results showed that cinchona alkaloids had good modification effects on the 1.0%Ru/γ-Al2O3/2tpp catalyst. Under the optimum conditions, the hydrogenation enantioselectivities of acetophenone and its derivatives were 78%~98%. The enantioselectivity of the hydrogenation product of 2-acetothiophene could reach 80%. The enantioselectivity of the hydrogenation product of 2-acetofuran could reach 75%.
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